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75759

Sigma-Aldrich

Quercetin 3-O-α-L-arabinopyranoside

≥95% (HPLC)

Synonym(s):

3′,4′,5,7-Tetrahydroxyflavone 3-O-α-L-arabinoside, 3-(α-L-Arabinopyranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, Feniculin, Foeniculin, Guaijaverin, Quercetin 3-O-α-L-arabinoside

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About This Item

Empirical Formula (Hill Notation):
C20H18O11
CAS Number:
Molecular Weight:
434.35
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (HPLC)

form

powder

storage temp.

room temp

SMILES string

O[C@H]1CO[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[C@H](O)[C@H]1O

InChI

1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1

InChI key

PZZRDJXEMZMZFD-IEGSVRCHSA-N

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General description

Quercetin 3-O-α-L-arabinopyranoside was isolated from the leaves of the Ruprechtia polystachya tree.

Biochem/physiol Actions

Plant flavonoid which exhibits antibacterial and antioxidant activities. It shows significantly strong ABTS radical scavenging activity, inhibitory activity against urease of quercetin glycosides isolated from Allium cepa and Psidium guajava. It is a potential antiplaque agent against Streptococcus mutans.
quercetin 3-O-α-L-arabinopyranoside was shown to inhibit the activity of glucose-6-phosphatase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Two new compounds, 5-methyl-2-(2-methylbutanoyl)phloroglucinol 1-O-(6-O-β-D-apiofuranosyl)-β-D-glucopyranoside (1) and trans-2,3-dihydrokaempferol 3-O-(4-O-sulfo)-α-L-arabinopyranoside (2), together with 14 known flavonoids, trans-dihydrokaempferol 3-O-α-L-arabinopyranoside (3), trans-taxifolin 3-O-α-L-arabinofuranoside (4), quercetin 3-O-α-L-rhamnopyranoside (5), quercetin 3'-O-α-L-arabinofuranoside (6), catechin 3-O-α-L-rhamnopyranoside (7), trans-taxifolin 3-O-α-L-arabinopyranoside (8), cis-dihydrokaempferol 3-O-α-L-arabinopyranoside (9), catechin (10), myricetin 3-O-α-L-rhamnopyranoside
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